Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1756780Generated: October 26, 2026

Triethylamine → (R)-1-[2-(2, 3-methylenedioxyphenyl) heptyl]-3-(2, 3-dihydro-2, 2-dimethylbenzofuran-7-yl) urea

https://huagongshe.com/reaction/1756780

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
Reactant2,2-Dimethyl-2,3-dihydro-1-benzofuran-7-carboxylic acidHCID 2795469—
Reactant(R)-2-(2, 3-methylenedioxyphenyl) heptylamineHCID 10331642—
SolventTolueneHCID 1140—
SolventHexaneHCID 8058—
Product(R)-1-[2-(2, 3-methylenedioxyphenyl) heptyl]-3-(2, 3-dihydro-2, 2-dimethylbenzofuran-7-yl) ureaHCID 5396624851.3%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 0.90 g of 2, 3-dihydro-2, 2-dimethylbenzofuran-7-carboxylic acid, 1.38 g of diphenylphosphoryl azide, 0.61 g of triethylamine and 12 ml of toluene was stirred at 90° C. for 2 hours and allowed to cool with ice. To this mixture was added a solution of 1.18 g of (R)-2-(2, 3-methylenedioxyphenyl) heptylamine in 10 ml of toluene under ice cooling and stirring, and the resultant mixture was stirred at room temperature for 2 hours and mixed with 30 ml of n-hexane. The precipitated crystals were filtered and recrystallized from ethyl acetate to give 1.02 g of the titled compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05442060
Source datasetuspto-grants-1995_08
ORD IDord-5b424b4ba655484d9da92d7986673b0f
Source noteuspto-grants-1995_08